تفاعل #2006479

معادلة التفاعل

compound 9

2-Amino-2-methyl-proprionitrile

triethylamine

isocyanate

4-Isocyanato-2-trifluoromethyl-benzonitrile

→

compound 10a

المردود 47.3%

4-(4,4-Dimethyl-5-imino-2-oxo-1-imidazolidinyl)-2-trifluoromethyl-benzonitrile

المردود 47.3%

المذيبات

1,2 dichloroethane

1,2 dichloroethane

ظروف التفاعل

المعالجة

1. 1
   أخرىthe ice bath was then removed
2. 2
   workup.STIRRINGstirred at room temperature for an additional 30 min
3. 3
   أخرىThe solution was then evaporated to dryness
4. 4
   أخرىpurified by flash chromatography

الإجراء التجريبي

To a solution of compound 9 (641 mg, 7.62 mmol) and triethylamine (168 mg, 1.66 mmol) in 1,2 dichloroethane (8.4 mL) at 0° C. under argon was dropwise added a solution of the isocyanate 8a (1.54 g, 7.28 mmol) in 1,2 dichloroethane (3.5 mL). The solution was stirred at 0° C. for 35 min and the ice bath was then removed and stirred at room temperature for an additional 30 min. The solution was then evaporated to dryness and purified by flash chromatography using EtOAc/Hexane (6:4) as an eluant to give pure compound 10a (1.02 g, 47%). 1H NMR (300 MHz, Acetone-d6) δ: 1.54 (m, 6H), 7.45 (broad s, 1H), 8.12 (d, 1H, J=8.46 Hz), 8.29 (dd, 1H, J1=6.90 Hz, J2=1.61 Hz), 8.46 (s, 1H), 8.51 (s, 1H).

المصدر